NEAPOLITAN SKY - Key West Style Home in Olde Naples

Naples, Florida
$864 avg/night Minimum Stay 27 Nights
Bed 6

Bed

Bath 6

Bath

Home Private Vacation Home

Property Type

Sleep 12

Max Sleeps

Night 27 nights

Min Stay

A welcoming Olde Naples retreat awaits at Neapolitan Sky! The stately Key West style home sits amidst lush landscaping on one of the prettiest tree-lined avenues in town, just a third of a mile from the tropical beach access path. Approach the home from the circular driveway and enter across the the covered front porch, complete with rocking chairs - a quiet place to enjoy the gentle gulf breezes! The main floor has an open white marble kitchen, dining area that seats 8-10 with table leaves in, living room, home office with an adjacent full bathroom, and the master suite (worth noting - this whole floor is handicap accessible from the garage!). Upstairs, find 4 guest bedrooms and 2 shared guest bathrooms. From the kitchen, a hallway leads toward the back of the house, providing access to the 3-car garage and stairway up the private guest suite. The guest suite has a king size bed, TV, kitchenette and private bathroom plus a bonus sleeping area with a twin size daybed accessible via a closable door - a perfect setup for a small family to share! Across all of these bedrooms, the house can comfortably sleep 12-14 people. At the center of the property is the heated swimming pool and deck with 6 chaise lounges, a beautiful pool bathroom and enclosed outdoor shower. A covered back porch off of the living room and kitchen accommodates an outdoor dining table that seats 8 and an outdoor living room complete with a porch swing. A small grass yard with a fire-pit and a gas grill are located at the back of the lot, checking the last couple boxes on the list of amenities that make for a perfect beach escape! This home is decorated in a timeless and classic Florida beach cottage style with artful marble and mosaic tile appointed bathrooms, historic 12 tin ceilings and detailed shiplap woodwork on the walls. A coveted location, charming detail and calming vibes beckon at Neapolitan Sky!

BOOKING DETAILS: During peak season from January through April, even month bookings may be required (first day of month to last day of month).

PET-FRIENDLY STAY: We know pets are part of the family, and your furry friend is welcome here! This home allows one well-mannered dog (up to 45 lbs.) with prior approval. Please share your pup's age, size, and breed at the time of booking. A $25/night pet fee and $100 cleaning surcharge apply.

The Holiday Life is a full service luxury vacation and seasonal rental management company with an expansive portfolio - from beachfront, to downtown and amenity rich communities throughout Naples and Marco Island. Our team is here to assist in every step of planning your experience from choosing the perfect rental, pre arrival planning, dedicated concierge services and 24/7 support during your stay. We look forward to the opportunity to host you!

RENTAL PURPOSE: This property is intended for single-family and transient guest rentals only - any requests for work crews require specific approval prior to booking. No commercial vehicles or work trucks may be parked on site.

COMMERCIAL USE: Commercial and/or business use of the property is not allowed, including commercial photography or filming.

MINIMUM AGE REQUIREMENT: Primary guest whose name is associated with this booking must be at least 25 years of age and must be present for the duration of the reservation.

GUEST LIST: A guest list including full names and ages of all people who will be staying overnight must be provided in writing at least 24 hours to the guest(s) arrival.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • BEACH

    Near The Beach
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    6 Bedrooms Bed Sheets Provided Day Bed
  • GENERAL

    Unit Size: 3811 Sq Ft (354 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    WiFi Available
  • OUTDOORS

    Firepit Garden Gas Grill Patio Yard
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    6 Bathrooms Bathtub Or Shower Hair Dryer Shared Bathroom Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Cycling Nearby Fishing Nearby Fitness Facilities Nearby Parasailing Nearby Power Boating Nearby Scuba Diving Nearby Snorkeling Nearby Swimming Nearby
  • ENTERTAINMENT

    TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Hospital Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 12

Map Map

School District Rates & Availability

Review Review

  • Flo A.

    Submitted Jan 2, 2023

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: A great home with lots of space for a large family of 12-14!Perfectly situated . We enjoyed this home it was delightful. The rental agency were very helpful . We would love to go back if possible!

  • Miranda P.

    Submitted Jul 17, 2022

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Even if we live in Naples since 1980, our time away from our home under remodeling was truly lovely, like stepping back to the Naples we used to love so much when chose to come and make it our family home. Charming warm quietly elegant and sophisticated in a true tropical environment, just step from a beautiful slice of sandy beach. Very serene and very well appointed.

  • David C.

    Submitted Apr 17, 2022

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a wonderful month at 362 2nd Ave N., which is a beautiful home that comes fully equipped with all that was necessary to enjoy our time in beautiful Naples. The house is perfectly situated on a picturesque, treelined street that is within walking distance to the beach and the 5th avenue shops. We hope to be back soon.

  • Submitted Mar 3, 2022

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had the perfect location, great amenities at the house and a clean , comfortable place to stay.

  • Sue B.

    Submitted Dec 1, 2021

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a good experience overall. But considering that this is a luxury rental we were surprised to find how little some basic items were stocked. It seems that trash bags and paper towels and body soap are pretty essential to a stay. We received 5 trash bags and 2 rolls of paper towels for 2 weeks with 7 people at the house. There were only 2 dish towels so we didn't have anything to dry or clean with in the kitchen without making another trip to the store. Also, and more importantly the linens and pillows in some of the rooms were awful. Since we live one street over we had to bring our own linens and pillows over for our guests to use. This seems inexcusable for a home of this caliber. But overall, I really appreciated the professionalism and responsiveness of the management company. Our group had a wonderful time. Thank you.

  • Sarilyn S.

    Submitted Oct 17, 2021

    Stayed Oct 9, 2021

    Beautiful house with a great location. My husband and I stayed on the main level. My daughter, her husband and 3 children stayed upstairs with 4 rooms and bath. My son and his wife were in a sweet guest house with a long hallway connected to the main house. The pool was in between the guest house and main house. We had a wonderful family vacation. I suggest you rent bikes while you are here...easy access to everything. Would definitely stay here again!

  • Terri G.

    Submitted Jul 31, 2021

    Stayed Dec 31, 1969

    This property was gorgeous and was stocked with everything we needed to enjoy our time there! Carts for the beach with chairs and umbrellas, well stocked kitchen for all kinds of cooking, even a first aid kit and bug spray. Management stayed in touch and tended to all our needs!

  • Metz/Mary Grace H.

    Submitted Jun 26, 2021

    Stayed Jun 19, 2021

    We spent a wonderful week at Neapolitan Sky in Naples Fl. The house was exquisite-all was provided, including beach chairs, umbrellas, noodles, and beach floats. The kitchen was stocked with everything needed for a great vacation. The house was perfect in every way. We all enjoyed the pool and the central location of the house, close to all that Naples has-fine restaurants and the incomparable beach. Thank you for a superb vacation.

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Total

Includes taxes and fees
$864+
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